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芳基碲化物与芳基三氟硼酸钾盐的铃木-宫浦交叉偶联反应。

Suzuki-Miyaura cross-coupling reactions of aryl tellurides with potassium aryltrifluoroborate salts.

作者信息

Cella Rodrigo, Cunha Rodrigo L O R, Reis Ana E S, Pimenta Daniel C, Klitzke Clécio F, Stefani Hélio A

机构信息

Instituto de Química, Universidade de São Paulo, São Paulo SP, Brazil.

出版信息

J Org Chem. 2006 Jan 6;71(1):244-50. doi: 10.1021/jo052061r.

DOI:10.1021/jo052061r
PMID:16388643
Abstract

[reaction: see text] Palladium(0)-catalyzed cross-coupling between potassium aryltrifluoroborate salts and aryl tellurides proceeds readily to afford the desired biaryls in good to excellent yield. The reaction seems to be unaffected by the presence of electron-withdrawing or electron-donating substituents in both the potassium aryltrifluoroborate salts and aryl tellurides partners. Biaryls containing a variety of functional groups can be prepared. A chemoselectivity study was also carried out using aryl tellurides bearing halogen atoms in the same compound. In addition, this new version of the Suzuki-Miyaura cross-coupling reaction was monitored by electrospray ionization mass spectrometry where some reaction intermediates were detected and analyzed.

摘要

[反应:见正文] 钯(0)催化芳基三氟硼酸钾盐与芳基碲化物之间的交叉偶联反应很容易进行,以良好至优异的产率得到所需的联芳基化合物。该反应似乎不受芳基三氟硼酸钾盐和芳基碲化物这两种反应物中吸电子或供电子取代基的影响。可以制备含有各种官能团的联芳基化合物。还使用在同一化合物中带有卤素原子的芳基碲化物进行了化学选择性研究。此外,通过电喷雾电离质谱监测了这种新版本的铃木-宫浦交叉偶联反应,检测并分析了一些反应中间体。

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